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Volumn 120, Issue 42, 1998, Pages 10863-10870

Acidity, basicity, and the stability of hydrogen bonds: Complexes of RO- + HCF3

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; FLUOROFORM; ION;

EID: 0032576118     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9817592     Document Type: Article
Times cited : (33)

References (77)
  • 8
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    • Lias, S. G.; Bartmess, J. E.; Liebman, J. F.; Holmes, J. L.; Levin, R. D.; Mallard, W. G. 1988, 17, Suppl. 1
    • Lias, S. G.; Bartmess, J. E.; Liebman, J. F.; Holmes, J. L.; Levin, R. D.; Mallard, W. G. 1988, 17, Suppl. 1.
  • 33
    • 3643141972 scopus 로고
    • Ph.D. Dissertation, Stanford University
    • Wilbur, J. L. Ph.D. Dissertation, Stanford University, 1993.
    • (1993)
    • Wilbur, J.L.1
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    • 3643057400 scopus 로고    scopus 로고
    • note
    • - product.
  • 39
    • 0004133516 scopus 로고
    • Gaussian, Inc.: Pittsburgh, PA
    • Frisch, M. J.; et al. Gaussian94RevC.3; Gaussian, Inc.: Pittsburgh, PA, 1995.
    • (1995) Gaussian94RevC.3
    • Frisch, M.J.1
  • 42
    • 0343303421 scopus 로고    scopus 로고
    • Wavefunction, Inc.: Irvine
    • MacSpartan; Wavefunction, Inc.: Irvine, 1996.
    • (1996) MacSpartan
  • 45
    • 3643079427 scopus 로고    scopus 로고
    • note
    • Examination of the normal coordinates shows that this is a reasonable approximation for the systems considered here.
  • 49
    • 3643096108 scopus 로고    scopus 로고
    • note
    • - is equal to the difference in ΔH°.
  • 53
    • 3643120045 scopus 로고    scopus 로고
    • note
    • Note that the difference between these values is ∼10-15 kcal/mol, which is similar to the estimated strength of the hydrogen bonds in solution, refs 13 and 16.
  • 64
    • 33749214471 scopus 로고
    • There are similar interesting observations involving proton-bound cluster ions where the structure is determined by interactions between multiple protonation sites of differing basicity. See: Böhringer, H.; Arnold, F. Nature 1981, 290, 321-322. Graul, S. T.; Squires, R. R. Int. J. Mass. Spectrom. Ion Proc. 1989, 94, 41-61.
    • (1981) Nature , vol.290 , pp. 321-322
    • Böhringer, H.1    Arnold, F.2
  • 65
    • 0005021585 scopus 로고
    • There are similar interesting observations involving proton-bound cluster ions where the structure is determined by interactions between multiple protonation sites of differing basicity. See: Böhringer, H.; Arnold, F. Nature 1981, 290, 321-322. Graul, S. T.; Squires, R. R. Int. J. Mass. Spectrom. Ion Proc. 1989, 94, 41-61.
    • (1989) Int. J. Mass. Spectrom. Ion Proc. , vol.94 , pp. 41-61
    • Graul, S.T.1    Squires, R.R.2
  • 69
    • 3643117971 scopus 로고    scopus 로고
    • note
    • -1. S. L. Craig and M. L. Chabinyc, unpublished results.
  • 73
    • 3643101272 scopus 로고    scopus 로고
    • note
    • The one-dimensional model may not produce quantitatively accurate vibrational frequencies, refs 50 and 51, and also neglects the other modes, such as bending, that are affected by isotopic substitution. However, these effects are expected to be small compared to the shift of the H/D stretching frequency, ref 66.
  • 74
    • 3643054316 scopus 로고    scopus 로고
    • note
    • Fluoroform is calculated to be less acidic than ethanol by 1.0 kcal/ mol at this level of theory compared to the experimental difference of -0.8 kcal/mol. This deficiency should not affect the conclusions from the calculated PES's.
  • 77
    • 3643069993 scopus 로고    scopus 로고
    • note
    • Electrostatics do not provide a quantitative means to calculate the hydrogen bond strength since the charge distributions are certainly perturbed at the close range of interaction of the ion and neutral. They do, however, provide a useful model to interpret the energy difference between the two isomeric hydrogen bonded complexes.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.